Using the online timetable is an easy way to look at all the direct flights Chicago — Boston
325 flights in a week
Departure and arrival times are local (Chicago and Boston)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 05:30 | 08:45 | mon, thu, fri | WN404 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 06:30 | 09:56 | sat, sun | UA2104 | United Airlines | 2h 26m | O'Hare International Airport — Logan International Airport | Select dates |
| 06:50 | 10:05 | sun | WN1915 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 07:00 | 10:25 | daily | DL2956 | Delta Air Lines | 2h 25m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:05 | 10:35 | tue, wed, sun | AA3821 | American Airlines | 2h 30m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:10 | 10:43 | thu | DL5597 | Delta Air Lines | 2h 33m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:10 | 10:29 | sat | UA2067 | United Airlines | 2h 19m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:10 | 10:38 | tue, wed, thu, sat, sun | UA2067 | United Airlines | 2h 28m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:30 | 10:49 | mon, tue, wed, thu, fri, sun | UA2067 | United Airlines | 2h 19m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:37 | 11:12 | mon, tue, thu, sat, sun | AA3821 | American Airlines | 2h 35m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:45 | 11:13 | mon, sun | UA2067 | United Airlines | 2h 28m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:45 | 11:12 | sat | UA2067 | United Airlines | 2h 27m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:49 | 11:16 | tue, thu, sun | UA2067 | United Airlines | 2h 27m | O'Hare International Airport — Logan International Airport | Select dates |
| 07:50 | 11:05 | sat | WN404 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 08:01 | 11:30 | sat | AA4486 | American Airlines | 2h 29m | O'Hare International Airport — Logan International Airport | Select dates |
| 08:09 | 11:23 | mon, sat, sun | AA1080 | American Airlines | 2h 14m | O'Hare International Airport — Logan International Airport | Select dates |
| 08:21 | 11:43 | daily | AA547 | American Airlines | 2h 22m | O'Hare International Airport — Logan International Airport | Select dates |
| 08:45 | 12:13 | mon, tue, thu, fri, sun | B6312 | JetBlue | 2h 28m | O'Hare International Airport — Logan International Airport | Select dates |
| 09:15 | 12:50 | mon, tue, wed, thu, fri | UA721 | United Airlines | 2h 35m | O'Hare International Airport — Logan International Airport | Select dates |
| 09:20 | 12:48 | mon, tue, wed, thu, fri, sun | UA721 | United Airlines | 2h 28m | O'Hare International Airport — Logan International Airport | Select dates |
| 09:45 | 13:08 | mon, wed, thu, fri, sun | AA3632 | American Airlines | 2h 23m | O'Hare International Airport — Logan International Airport | Select dates |
| 09:45 | 12:55 | sun | WN5421 | Southwest Airlines | 2h 10m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 09:50 | 13:20 | sat | AA3821 | American Airlines | 2h 30m | O'Hare International Airport — Logan International Airport | Select dates |
| 10:05 | 13:15 | tue | WN1669 | Southwest Airlines | 2h 10m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 10:05 | 13:34 | mon, tue, wed, thu, fri, sat | DL1371 | Delta Air Lines | 2h 29m | O'Hare International Airport — Logan International Airport | Select dates |
| 10:10 | 13:30 | tue, wed | WN1915 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 10:20 | 13:40 | sun | WN1240 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 10:35 | 14:03 | daily | UA399 | United Airlines | 2h 28m | O'Hare International Airport — Logan International Airport | Select dates |
| 10:40 | 14:09 | daily | DL5651 | Delta Air Lines | 2h 29m | O'Hare International Airport — Logan International Airport | Select dates |
| 10:50 | 14:18 | wed, sat | B6312 | JetBlue | 2h 28m | O'Hare International Airport — Logan International Airport | Select dates |
| 11:45 | 15:05 | thu | AA3632 | American Airlines | 2h 20m | O'Hare International Airport — Logan International Airport | Select dates |
| 11:46 | 15:23 | daily | UA399 | United Airlines | 2h 37m | O'Hare International Airport — Logan International Airport | Select dates |
| 11:49 | 15:10 | mon, tue, wed, thu, fri, sun | AA630 | American Airlines | 2h 21m | O'Hare International Airport — Logan International Airport | Select dates |
| 11:50 | 15:22 | sat | AA4394 | American Airlines | 2h 32m | O'Hare International Airport — Logan International Airport | Select dates |
| 12:10 | 15:30 | sat | WN1240 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 12:30 | 15:50 | mon, thu, fri | WN1240 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 12:33 | 15:49 | mon, tue, wed, thu, fri, sun | AA4112 | American Airlines | 2h 16m | O'Hare International Airport — Logan International Airport | Select dates |
| 12:50 | 16:17 | tue, wed | UA1532 | United Airlines | 2h 27m | O'Hare International Airport — Logan International Airport | Select dates |
| 13:15 | 16:35 | tue, wed | WN1240 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 13:20 | 16:48 | mon, wed, sun | AA4434 | American Airlines | 2h 28m | O'Hare International Airport — Logan International Airport | Select dates |
| 13:22 | 16:45 | wed | AA1271 | American Airlines | 2h 23m | O'Hare International Airport — Logan International Airport | Select dates |
| 13:22 | 16:48 | daily | AA2837 | American Airlines | 2h 26m | O'Hare International Airport — Logan International Airport | Select dates |
| 13:22 | 16:51 | mon | AA2837 | American Airlines | 2h 29m | O'Hare International Airport — Logan International Airport | Select dates |
| 13:36 | 16:55 | mon, tue, wed, thu, sun | AA4662 | American Airlines | 2h 19m | O'Hare International Airport — Logan International Airport | Select dates |
| 13:52 | 17:04 | mon, tue, wed, thu, fri, sun | AA4390 | American Airlines | 2h 12m | O'Hare International Airport — Logan International Airport | Select dates |
| 13:55 | 17:17 | daily | UA580 | United Airlines | 2h 22m | O'Hare International Airport — Logan International Airport | Select dates |
| 13:55 | 17:22 | mon, tue, wed, fri, sun | UA580 | United Airlines | 2h 27m | O'Hare International Airport — Logan International Airport | Select dates |
| 13:55 | 17:23 | tue, wed, thu, fri, sun | UA580 | United Airlines | 2h 28m | O'Hare International Airport — Logan International Airport | Select dates |
| 13:55 | 17:19 | thu | UA580 | United Airlines | 2h 24m | O'Hare International Airport — Logan International Airport | Select dates |
| 14:02 | 17:24 | fri, sat | UA580 | United Airlines | 2h 22m | O'Hare International Airport — Logan International Airport | Select dates |
| 14:05 | 17:24 | sun | UA580 | United Airlines | 2h 19m | O'Hare International Airport — Logan International Airport | Select dates |
| 14:05 | 17:27 | sun | UA580 | United Airlines | 2h 22m | O'Hare International Airport — Logan International Airport | Select dates |
| 14:15 | 17:37 | tue | UA580 | United Airlines | 2h 22m | O'Hare International Airport — Logan International Airport | Select dates |
| 14:15 | 17:47 | wed, thu, fri, sun | DL2677 | Delta Air Lines | 2h 32m | O'Hare International Airport — Logan International Airport | Select dates |
| 14:25 | 18:03 | fri | UA580 | United Airlines | 2h 38m | O'Hare International Airport — Logan International Airport | Select dates |
| 14:35 | 18:02 | sat | UA580 | United Airlines | 2h 27m | O'Hare International Airport — Logan International Airport | Select dates |
| 15:00 | 18:20 | sat | WN3273 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 15:09 | 18:40 | tue, wed | AA4766 | American Airlines | 2h 31m | O'Hare International Airport — Logan International Airport | Select dates |
| 15:20 | 18:40 | mon, tue, thu, fri | DL2679 | Delta Air Lines | 2h 20m | O'Hare International Airport — Logan International Airport | Select dates |
| 15:20 | 18:43 | mon, tue, wed | AA3160 | American Airlines | 2h 23m | O'Hare International Airport — Logan International Airport | Select dates |
| 15:30 | 19:04 | sat | DL2677 | Delta Air Lines | 2h 34m | O'Hare International Airport — Logan International Airport | Select dates |
| 15:47 | 19:06 | mon, thu, fri, sun | AA3946 | American Airlines | 2h 19m | O'Hare International Airport — Logan International Airport | Select dates |
| 16:05 | 19:26 | sat | DL5664 | Delta Air Lines | 2h 21m | O'Hare International Airport — Logan International Airport | Select dates |
| 16:05 | 19:35 | sat | UA1677 | United Airlines | 2h 30m | O'Hare International Airport — Logan International Airport | Select dates |
| 16:10 | 19:46 | sat | DL5664 | Delta Air Lines | 2h 36m | O'Hare International Airport — Logan International Airport | Select dates |
| 16:20 | 19:48 | mon, thu, fri | UA1677 | United Airlines | 2h 28m | O'Hare International Airport — Logan International Airport | Select dates |
| 16:40 | 20:01 | mon, fri | AA3010 | American Airlines | 2h 21m | O'Hare International Airport — Logan International Airport | Select dates |
| 16:50 | 20:14 | sat | B6612 | JetBlue | 2h 24m | O'Hare International Airport — Logan International Airport | Select dates |
| 17:05 | 20:33 | sat | AA4373 | American Airlines | 2h 28m | O'Hare International Airport — Logan International Airport | Select dates |
| 17:15 | 20:46 | sun | B6612 | JetBlue | 2h 31m | O'Hare International Airport — Logan International Airport | Select dates |
| 17:15 | 20:39 | thu, fri | B6612 | JetBlue | 2h 24m | O'Hare International Airport — Logan International Airport | Select dates |
| 17:15 | 20:44 | thu | B6612 | JetBlue | 2h 29m | O'Hare International Airport — Logan International Airport | Select dates |
| 17:26 | 21:00 | mon | B6612 | JetBlue | 2h 34m | O'Hare International Airport — Logan International Airport | Select dates |
| 17:40 | 21:00 | tue, wed | WN3170 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 17:45 | 21:20 | mon, tue, wed, thu, fri, sun | B6612 | JetBlue | 2h 35m | O'Hare International Airport — Logan International Airport | Select dates |
| 17:45 | 21:08 | tue, wed | B6612 | JetBlue | 2h 23m | O'Hare International Airport — Logan International Airport | Select dates |
| 18:10 | 21:25 | mon, thu, fri | WN3170 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 18:10 | 21:49 | mon, sun | UA1989 | United Airlines | 2h 39m | O'Hare International Airport — Logan International Airport | Select dates |
| 18:20 | 21:59 | daily | UA1989 | United Airlines | 2h 39m | O'Hare International Airport — Logan International Airport | Select dates |
| 18:25 | 21:40 | tue, wed | WN1933 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 18:25 | 21:57 | mon, tue, wed, sun | UA1989 | United Airlines | 2h 32m | O'Hare International Airport — Logan International Airport | Select dates |
| 18:25 | 21:45 | tue | WN3273 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 18:30 | 21:45 | sat | WN1132 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 18:30 | 22:03 | mon, tue, thu, fri | DL2646 | Delta Air Lines | 2h 33m | O'Hare International Airport — Logan International Airport | Select dates |
| 18:35 | 22:06 | mon, wed, thu, fri | AA3107 | American Airlines | 2h 31m | O'Hare International Airport — Logan International Airport | Select dates |
| 18:35 | 22:07 | daily | AA407 | American Airlines | 2h 32m | O'Hare International Airport — Logan International Airport | Select dates |
| 18:38 | 22:01 | tue, wed | AA3296 | American Airlines | 2h 23m | O'Hare International Airport — Logan International Airport | Select dates |
| 18:40 | 22:03 | mon, thu, fri, sun | AA3296 | American Airlines | 2h 23m | O'Hare International Airport — Logan International Airport | Select dates |
| 18:55 | 22:21 | mon, wed, thu, fri, sat, sun | B62312 | JetBlue | 2h 26m | O'Hare International Airport — Logan International Airport | Select dates |
| 18:55 | 22:10 | sat | WN1933 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 18:55 | 22:39 | sun | DL5595 | Delta Air Lines | 2h 44m | O'Hare International Airport — Logan International Airport | Select dates |
| 18:55 | 22:19 | sun | DL5595 | Delta Air Lines | 2h 24m | O'Hare International Airport — Logan International Airport | Select dates |
| 19:00 | 21:59 | wed | Jet Linx Aviation | 1h 59m | Chicago Midway International Airport — Logan International Airport | Select dates | |
| 19:00 | 22:15 | mon | WN1933 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 19:10 | 22:36 | sat | B62312 | JetBlue | 2h 26m | O'Hare International Airport — Logan International Airport | Select dates |
| 19:20 | 22:35 | mon, thu, fri | WN1132 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 19:31 | 23:00 | mon, tue, wed, thu, fri, sun | B61012 | JetBlue | 2h 29m | O'Hare International Airport — Logan International Airport | Select dates |
| 19:50 | 23:00 | sat | WN1669 | Southwest Airlines | 2h 10m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 19:54 | 23:21 | thu | UA2444 | United Airlines | 2h 27m | O'Hare International Airport — Logan International Airport | Select dates |
| 20:10 | 23:39 | sat | B6612 | JetBlue | 2h 29m | O'Hare International Airport — Logan International Airport | Select dates |
| 20:20 | 23:44 | daily | AA4796 | American Airlines | 2h 24m | O'Hare International Airport — Logan International Airport | Select dates |
| 20:22 | 23:59 | mon, tue, wed, sat, sun | AA4404 | American Airlines | 2h 37m | O'Hare International Airport — Logan International Airport | Select dates |
| 20:29 | 23:58 | mon, tue, wed, sat | B6612 | JetBlue | 2h 29m | O'Hare International Airport — Logan International Airport | Select dates |
| 20:35 | 23:50 | mon, thu, fri | WN1669 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 20:40 | 23:55 | sun | WN676 | Southwest Airlines | 2h 15m | Chicago Midway International Airport — Logan International Airport | Select dates |
| 20:56 | 00:13 | fri | B62312 | JetBlue | 2h 17m | O'Hare International Airport — Logan International Airport | Select dates |
| 21:20 | 00:45 | mon, tue, fri, sat | UA1237 | United Airlines | 2h 25m | O'Hare International Airport — Logan International Airport | Select dates |
| 21:30 | 00:54 | daily | UA2627 | United Airlines | 2h 24m | O'Hare International Airport — Logan International Airport | Select dates |
| 21:30 | 00:50 | tue, fri, sat | UA1495 | United Airlines | 2h 20m | O'Hare International Airport — Logan International Airport | Select dates |
| 21:30 | 00:58 | tue, fri, sun | UA1495 | United Airlines | 2h 28m | O'Hare International Airport — Logan International Airport | Select dates |